EP1017772A1 - Cleaning agent containing alcoholate - Google Patents
Cleaning agent containing alcoholateInfo
- Publication number
- EP1017772A1 EP1017772A1 EP98954274A EP98954274A EP1017772A1 EP 1017772 A1 EP1017772 A1 EP 1017772A1 EP 98954274 A EP98954274 A EP 98954274A EP 98954274 A EP98954274 A EP 98954274A EP 1017772 A1 EP1017772 A1 EP 1017772A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- solid
- agent
- surfactants
- cleaning
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000012459 cleaning agent Substances 0.000 title claims abstract description 54
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 97
- 239000007787 solid Substances 0.000 claims abstract description 37
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 27
- 239000004094 surface-active agent Substances 0.000 claims abstract description 21
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims abstract description 13
- 239000005662 Paraffin oil Substances 0.000 claims abstract description 12
- 239000006260 foam Substances 0.000 claims abstract description 8
- 239000003112 inhibitor Substances 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 29
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 23
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 239000011734 sodium Substances 0.000 claims description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 11
- 238000004140 cleaning Methods 0.000 claims description 11
- -1 alkali metal cation Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000004615 ingredient Substances 0.000 claims description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 5
- 229920002125 Sokalan® Polymers 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 3
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 claims description 3
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 3
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- 239000001226 triphosphate Substances 0.000 claims description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052910 alkali metal silicate Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000004584 polyacrylic acid Substances 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000001509 sodium citrate Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 claims description 2
- 229940038773 trisodium citrate Drugs 0.000 claims description 2
- 235000011837 pasties Nutrition 0.000 abstract description 5
- 239000000306 component Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 21
- 230000008901 benefit Effects 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 238000002844 melting Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 239000012188 paraffin wax Substances 0.000 description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000005187 foaming Methods 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 230000003111 delayed effect Effects 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 159000000001 potassium salts Chemical class 0.000 description 4
- 150000004760 silicates Chemical class 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 230000008719 thickening Effects 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 2
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 2
- 238000005728 strengthening Methods 0.000 description 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- NXTVQNIVUKXOIL-UHFFFAOYSA-N N-chlorotoluene-p-sulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NCl)C=C1 NXTVQNIVUKXOIL-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000805 Polyaspartic acid Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 108010020346 Polyglutamic Acid Proteins 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910003798 SPO2 Inorganic materials 0.000 description 1
- 101100478210 Schizosaccharomyces pombe (strain 972 / ATCC 24843) spo2 gene Proteins 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 235000012216 bentonite Nutrition 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000011538 cleaning material Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 239000001177 diphosphate Substances 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000010794 food waste Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 229910021527 natrosilite Inorganic materials 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000001254 oxidized starch Substances 0.000 description 1
- 235000013808 oxidized starch Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001308 poly(aminoacid) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 108010064470 polyaspartate Proteins 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920002643 polyglutamic acid Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229950009390 symclosene Drugs 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/044—Hydroxides or bases
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
Definitions
- the present invention relates to water-based cleaning agents with pasty to solid consistency based on alkali metal hydroxide.
- the cleaning agents contain alcoholates to achieve the desired consistency.
- the degree of hardness and the duration of the hardening of the cleaning agent can be checked by a specific sequential addition of further components.
- Highly alkaline cleaning agents are now commercially available in a wide variety of forms, e.g. B. as a powder, as granules, as a liquid, as a melting block or as a tablet produced by compression.
- a high level of homogeneity of the cleaners obtained is also particularly desirable, but this is often difficult to achieve with solid cleaners. This problem is less common with liquid cleaners that can be easily stirred.
- the homogeneity of a liquid, a viscous liquid or a stirrable paste would then be desired, which then solidifies into a solid, controllable, variable strength in order to utilize its advantages in storage and transport and metering at this stage. It would be particularly desirable if the stirrability were maintained at temperatures down to about 40 ° C., since less temperature-stable components could then also be mixed in.
- the object of the present invention is to provide highly alkaline cleaning agents of a general nature for textile surfaces, based on alkali hydroxide, preferably potassium or sodium hydroxide, particularly preferably sodium hydroxide, but preferably those for cleaning hard surfaces, eg. B. dishes, and in particular cleaning agents for the commercial cleaning of dishes to provide the advantages of powders and liquids on the one hand and the On the other hand, combine the advantages of tablets and melting blocks.
- cleaning agents are to be provided which have a solubility defined under the most varied of application conditions, but on the other hand are transport-stable and storage-stable and, moreover, can be dosed quickly, easily and precisely, which are not dusty and can be produced without great technical effort and are easy to fill .
- stirrability during production a controllably variable consistency and a delayed hardening during the production of solid cleaning agents would offer great advantages and should be taken into account.
- a method should be developed that allows less temperature-stable substances to be incorporated below 42 ° C if necessary, without endangering the other tasks. As with any technical process, it is of course also necessary to achieve a given effect under the most inexpensive conditions possible with regard to raw materials and production conditions.
- German published patent application DE-OS-31 38 425 theological behavior of the cleaners described there is described in such a way that a gel-like paste is liquefied and easily liquefied by the action of mechanical forces, for example by shaking or pressure on a deformable storage bottle or tube or by means of a metering pump can be squeezed out of a spray nozzle.
- US Pat. No. 3,607,764 describes glass cleaning agents in solid form, which are diluted to form a sprayable solution. These agents contain, inter alia, sodium or potassium hydroxide, sodium or potassium tripolyphosphate, Sodium or potassium pyrophosphate, hydroxycarboxylic acid builder, a water-soluble nonionic surfactant, alkylene glycol ether and optionally sodium carbonate. A control of the viscosity or the strength in the sense of the present invention is not described.
- Japanese patent specification JA 84/182870 describes solutions of alkali metal hydroxides in glycols or alcohols which become viscous when neutralized with long-chain carboxylic acids and which have a pasty consistency when silicone oil is added, so that they can be used as pastes in leather greasing.
- Japanese patent specification JA 86/296098 describes anhydrous solid cleaning agents based on alkali hydroxides.
- the alkali carrier is mixed into alkanolamine and water-soluble glycol ether, whereby a solid cleaner is obtained.
- a technical lesson on variably reducing the strength and controlling the hardening process is not described.
- the present invention relates to an aqueous alkaline cleaning agent comprising a) aqueous alkali, preferably potassium and / or sodium hydroxide, preferably 42-55%, in an amount of 21 to 70% by weight, preferably 35 to 55% by weight based on the cleaning agent, and to build up an increased viscosity b) one or more alcoholates of the formula I.
- the cleaning agents according to the invention have a pasty or solid consistency, the transitions being fluid. They are preferably not pumpable at room temperature. However, the consistency according to the invention can also manifest itself, for example, in the form of cut resistance. Many of the solid cleaning agents according to the invention can still be poured during processing and can be pressed to give shape even after prolonged storage.
- the agents can harden after storage. This hardening process can proceed very quickly, especially when adding solid, finely divided alkali metal hydroxide. It is particularly advantageous to use up to 35% by weight, preferably 2 to 25% by weight, particularly preferably 5 to 15% by weight, of solid alkali metal hydroxide, based on the total agent.
- the hardening process can be delayed by adding surfactants, paraffin oil and polyhydroxy compounds.
- the delayable curing time is measured by continuing the stirring process after adding all the components and following it until it comes to a standstill as a result of the curing.
- composition at the point in time that is referred to as curing and that can be controlled a consistency in which it cannot be drained as desired through a drainpipe at the bottom of a production kettle, or can be spilled from an inverted beaker.
- Another object of the invention is a method for producing these agents.
- they are obtained by stirring the alcoholates of the formula I or the corresponding alcohols into the alkali metal hydroxide solution.
- Particularly preferred agents are obtained if thereafter foam inhibitors and / or builder components, then surfactants and / or paraffin oil and finally 0.1 to 35% by weight, preferably 2 to 25% by weight, based on the total agent, of solid alkali metal hydroxide, preferably potassium or sodium hydroxide, particularly preferably sodium hydroxide.
- Another object of the invention is the use of these agents for the mechanical cleaning of dishes and surfaces and for washing laundry.
- the choice of substance composition according to the invention requires no further additives apart from the alcoholate as thickening agent in order to achieve the desired strengthening effect according to the invention in aqueous sodium hydroxide solution.
- the consistency can be kept in an easily stirrable state at a suitable temperature by the preferred further addition of suitable amounts of paraffin oil, surfactants and solid alkali hydroxide over a period of time which is favorable in terms of application technology, i.e. a controlled delay in material hardening can be achieved.
- the water content is also a critical parameter; it is between 10 and 35% by weight, advantageously between 20 and 30% by weight.
- the pH of the cleaning agents according to the invention is above 13.
- the cleaning agents according to the invention can also contain other ingredients customary in alkaline cleaners, provided that the variable strength according to the invention is not lost as a result.
- the cleaning agent consisting of alkali hydroxide solution, preferably potassium and sodium hydroxide solution, particularly preferably sodium hydroxide solution, substance I or the corresponding alcohol and, if appropriate, solid alkali hydroxide, preferably sodium hydroxide, and also surfactants and / or paraffin oil acts as a carrier phase for other ingredients customary in cleaners.
- the substances of the formula I are the alcoholates of commercially available alcohols, with the exception of the alcoholates of ethylene glycol and 1,2-propylene glycol. Differentiated properties are achieved with increasing alkyl chain content. The thickening effect of the alcoholates seems to gradually decrease with increasing chain length. Branches in the alkyl chain also appear to change the thickening process. Alcoholates of methanol, ethanol, propanol, isopropanol, glycerol and butylene glycol are preferably used as the compound of the formula I. The alcoholates can be easily prepared by the usual methods of organic chemistry. There is also the possibility of producing the alcoholates in situ by adding the corresponding alcohols dropwise to the alkali hydroxide solution. Depending on the position of the equilibrium, a certain amount of the alcohol corresponding to the alcoholate remains in the solution as such.
- the amount of alcoholate added should be about 0.5 to about 40% by weight, preferably about 1 to about 10% by weight, based on the total cleaning agent. Since the alcoholate is in equilibrium with the corresponding alcohol, any free alcohol that may be contained is to be included in the amount of alcoholate, in the case of polyhydric alcohols as monoalcoholate. Both anionic surfactants and cationic surfactants, amphoteric surfactants and non-ionic surfactants can be used as surfactants. The cleaning performance is decisively influenced by the amount of surfactants. The hardening time after adding all components depends in particular on their concentration. Depending on the application, z. B.
- a higher surfactant content is recommended, which is generally up to 30% by weight, preferably 0.1 to 15, particularly preferably 1 to 10% by weight and most preferably 2 to 4% by weight based on the total agent.
- particularly anionic surfactants are then used, preferably from the group of alkylbenzenesulfonates, fatty alcohol sulfates and fatty alcohol ether sulfates.
- Paraffin oil which according to the invention can contain up to 10% by weight, means long-chain hydrocarbons which can be branched or not branched. In a preferred embodiment, they are added to the agents according to the invention in amounts between 0.1 and 8% by weight, particularly preferably between 0.5 and 5% by weight.
- the cleaning agents can additionally contain builder substances in an amount of up to 60% by weight, preferably 15 to 40% by weight.
- the builder substance contained in the cleaning agents according to the invention can in principle be any substance which is known in the prior art as a builder suitable in the broadest sense for detergents and cleaning agents.
- Water-soluble builder substances are preferably used, although these may be present in the agents according to the invention in undissolved form.
- the coated builder substances known in the prior art can also be used and are even preferred when working with chlorine-containing bleaching agents.
- alkali phosphates which may be in the form of their sodium or potassium salts.
- these are: tetrasodium diphosphate, pentasodium triphosphate, so-called sodium hexametaphosphate and the corresponding potassium salts or mixtures of sodium hexametaphosphate and the corresponding potassium salts or mixtures of sodium and potassium salts.
- complexing agents are to be mentioned, such as. B. nitrilotriacetate or ethylenediaminetetraacetate. Soda and borax are also among the builder substances in the context of the present invention.
- water-soluble builder components are e.g. B. organic polymers of native or synthetic origin, especially polycarboxylates.
- polyacrylic acids and copolymers of maleic anhydride and acrylic acid and the sodium salts of these polymer acids are suitable.
- Commercial products are e.g. B. Sokalan® CP 5 and PA 30 from BASF, Alcosperse® 175 and 177 from Alco, LMW® 45 N and SPO2 ND from Norsohaas.
- Suitable native polymers include, for example, oxidized starch (e.g. DE 42 28 786) and polyamino acids such as polyglutamic acid or poly aspartic acid, e.g. B. the companies Cygnus, Bayer, Rohm & Haas, Rh ⁇ ne-Poulenc or SRCHEM.
- hydroxy carboxylic acids such as. B. mono-, dihydroxy-succinic acid, ⁇ -hydroxypropionic acid, citric acid, gluconic acid, and their salts. Citrates are preferably used in the form of trisodium citrate dihydrate.
- Amorphous metasilicates or layered silicates can also be mentioned as builder substances.
- Crystalline layered silicates are also suitable builders insofar as they are sufficiently stable to alkali; Crystalline layered silicates are sold by Hoechst AG (Germany) under the trade name Na-SKS, e.g. B. Na-SKS-1
- Na-SKS-2 Na 2 Si ⁇ 4 O 29 xH 2 O, magadiite
- Na-SKS-3 Na 2 Si 8 O 17 xH 2 O
- Na-SKS-4 Na 2 Si4 ⁇ 9 xH 2 O
- makatite Na-SKS-5 ( ⁇ -Na 2 Si 2 0 5 )
- Na-SKS-7 ß-Na 2 Si 2 05, natrosilite
- Na-SKS-11 ⁇ -Na 2 Si 2 O 5
- Na-SKS-6 ⁇ -Na 2 Si 2 O 5 ).
- builder substances from the group of pentasodium triphosphate, trisodium citrate, nitrilotriacetate, ethylenediaminetetraacetate, sodium salts of polyacrylic acid and of maleic acid / acrylic acid copolymers, soda, alkali silicate and mixtures thereof.
- Bleaching agents customary in washing and cleaning agents can also be present in the agents according to the invention, then preferably in amounts between 0.5 and 10% by weight and particularly preferably between 1.5 and 10% by weight.
- These can be selected from the group of oxygen-based bleaches, such as sodium perborate, also in the form of their hydrates, or sodium percarbonate, or from the group of chlorine-based bleaches, such as N-chloro-p-toluenesulfonamide, trichloroisocyanuric acid, alkali metal dichloroisocyanurate, alkali metal hypochlorites, and alkali Lihypochlorite releasing agents, with alkali-stable bleaching agent compositions being particularly preferred.
- These can be both alkali-stable substances be, or components stabilized by suitable methods such as, for example, surface coating or passivation.
- defoamers are understood to mean all of the foam-suppressing substances known in the prior art, but preferably those based on silicone and paraffin, particularly preferably on a paraffin base, as described, for example, in US Pat. B.
- abrasive ingredients are e.g. Dyes or alkali-stable perfume substances.
- abrasive ingredients can be present, but the cleaning agents according to the invention are preferably free of them.
- thickeners such as B. swellable layered silicates of the montmorillonite type, bentonite, kaolin, talc or carboxymethyl cellulose can optionally be used to vary the strength, they are not required to achieve the desired controllable solid properties and the consistency of the cleaning agents according to the invention, d. H. such thickeners can be dispensed with.
- high-melting paraffins or high-melting polyethylene glycols for solidifying mixtures is also not necessary here in order to achieve the success according to the invention. However, such agents may also be included.
- long-chain fatty acids and long-chain fatty acid salts such as those used in the soap industry (chain lengths between C12 and C18) is not necessary to achieve the strength according to the invention. As a rule, however, such substances are not detrimental to the success according to the invention.
- the production of liquid-crystalline structures for thickening is also not necessary.
- a process for solidifying aqueous 42 to 55% by weight alkali metal hydroxide solution, preferably potassium and sodium hydroxide solution, particularly preferably sodium hydroxide solution, is also claimed.
- the process is characterized in that a compound of the formula I is added to such an alkali lye with stirring, and a paste-like preparation is thus obtained which then contains one or more components from the classes of paraffin foam inhibitors and / or builder substances and / or paraffin oil and / or surfactants are added before solid alkali hydroxide, preferably potassium or sodium hydroxide, particularly preferably sodium hydroxide or a mixture of these substances is added in order to achieve delayed, controlled and variable curing of the cleaning material.
- the process is carried out at 20 ° C.
- the content can then of NaOH in the aqueous solution may also be more than 55% by weight.
- the NaOH content can also be below 42% by weight at lower temperatures.
- the restriction to 42 to 55% by weight NaOH solutions is therefore essentially limited to temperatures from 20 ° C. to 25 ° C.
- a particular advantage of the invention is that the stirrability and the associated advantages are already given at room temperature.
- the thickened alkali metal hydroxide solution preferably potassium and sodium hydroxide solution, particularly preferably sodium hydroxide solution
- the consistency according to the invention can, however, be achieved in almost all cases below 42 ° C., preferably between 38 ° C. and 42 ° C., so that even less temperature-stable components, such as bleaches containing chlorine, can be incorporated into the cleaning agents according to the invention.
- the cleaning agent can be produced in a stirred tank at 20 to 50 ° C., preferably at 30 to 48 ° C., particularly preferably at 38-42 ° C.
- the cleaning agent has quenzbundene addition of paraffin oils and / or surfactants the advantage that the curing of the cleaning agent can be delayed so long that there can be no solid deposits in the production equipment.
- the cleaning agent can then be filled into the sales container at approx. 40 ° C. and cooled down to approx. 20 ° C., for example, via a cooling tunnel in order to achieve the consistency according to the invention.
- other methods of filling and returning to room temperature are also conceivable.
- the application of the solid cleaning agents according to the invention can e.g. B. in such a way that the detergent of controllable strength in a container (capacity z. B. 0.5 to 10 kg) is sprayed with water and the detergent thus dissolved is used, for. B. is metered into a dishwasher.
- a dosing device sold by Henkel Hygiene GmbH under the name Topmater® P40 or a solid dosing device V / VT-2000 sold by Henkel-Ecolab are suitable.
- Paste-like cleaning agents can be dosed directly into the application liquor with the aid of suitable, strong pressure devices, or they can also first be brought into a liquid form with water and dosed in this form.
- the period of time up to the degree of hardness of the composition was determined by a person skilled in the art which made the stirring at 38 to 40 ° C. very difficult or impossible at all. From a purely phenomenological point of view, the composition after this time had a consistency in which it could not have been allowed to flow out, as desired, through a drain pipe located at the bottom of a production boiler.
- Examples 9 to 13 described in more detail in Table 3 were prepared in an analogous manner to Examples 1 to 8 using methanol or 1,3-butanediol for the formation of alcoholate.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
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- Emergency Medicine (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19741874A DE19741874A1 (en) | 1997-09-23 | 1997-09-23 | Alcoholic cleaner |
DE19741874 | 1997-09-23 | ||
PCT/EP1998/005811 WO1999015613A1 (en) | 1997-09-23 | 1998-09-12 | Cleaning agent containing alcoholate |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1017772A1 true EP1017772A1 (en) | 2000-07-12 |
EP1017772B1 EP1017772B1 (en) | 2005-11-23 |
Family
ID=7843292
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98954274A Expired - Lifetime EP1017772B1 (en) | 1997-09-23 | 1998-09-12 | Cleaning agent containing alcoholate |
Country Status (15)
Country | Link |
---|---|
US (1) | US6800600B1 (en) |
EP (1) | EP1017772B1 (en) |
JP (1) | JP2001517729A (en) |
AT (1) | ATE310793T1 (en) |
AU (1) | AU740019B2 (en) |
CA (1) | CA2304595C (en) |
CZ (1) | CZ20001052A3 (en) |
DE (2) | DE19741874A1 (en) |
HU (1) | HUP0003891A3 (en) |
NO (1) | NO20001460L (en) |
NZ (1) | NZ504116A (en) |
PL (1) | PL188588B1 (en) |
SK (1) | SK4192000A3 (en) |
TR (1) | TR200000768T2 (en) |
WO (1) | WO1999015613A1 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4015779B2 (en) * | 1999-06-17 | 2007-11-28 | ディバーシー・アイピー・インターナショナル・ビー・ヴイ | Detergent composition for dishwasher |
DE10002710A1 (en) * | 2000-01-22 | 2001-08-02 | Henkel Ecolab Gmbh & Co Ohg | Production of creamy alkaline-aqueous cleaning agents containing complexing agents |
WO2009034932A1 (en) * | 2007-09-14 | 2009-03-19 | Kao Corporation | Alkaline nonionic surfactant composition |
JPWO2010140561A1 (en) * | 2009-06-01 | 2012-11-22 | ユケン工業株式会社 | Degreasing composition and method for producing the same |
US10184097B2 (en) * | 2013-02-08 | 2019-01-22 | Ecolab Usa Inc. | Protective coatings for detersive agents and methods of forming and detecting the same |
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US3607764A (en) | 1968-01-31 | 1971-09-21 | Grace W R & Co | Glass washing compound and process |
US3637509A (en) * | 1970-02-10 | 1972-01-25 | Grace W R & Co | Chlorinated machine dishwashing composition and process |
US4342739A (en) | 1979-01-09 | 1982-08-03 | Fuji Photo Film Co., Ltd. | Novel material for immunological assay of biochemical components and a process for the determination of said components |
PT71309A (en) | 1980-05-27 | 1980-06-01 | Hovione Sociedade Quimica Lda | Process of selective |
DE3138425A1 (en) | 1981-09-26 | 1983-04-14 | Henkel KGaA, 4000 Düsseldorf | "USE OF A PASTOESE CLEANER IN DISHWASHER" |
JPS59182870A (en) | 1983-04-01 | 1984-10-17 | Nitto Kagaku Kk | Pasty cleaning and polishing agent |
DE3400008A1 (en) | 1984-01-02 | 1985-07-11 | Henkel KGaA, 4000 Düsseldorf | FOAM REGULATORS SUITABLE FOR USE IN SURFACTANT AGENTS |
JPS61296098A (en) | 1985-06-25 | 1986-12-26 | ティーポール株式会社 | Solid detergent |
US4753755A (en) * | 1986-08-25 | 1988-06-28 | Diversey Wyandotte Corporation | Solid alkaline detergent and process for making the same |
DE3633518A1 (en) | 1986-10-02 | 1988-04-14 | Philips Patentverwaltung | CLOCKED DC CONVERTER |
AU609012B2 (en) * | 1987-02-09 | 1991-04-18 | Atofina Chemicals, Inc. | High solids liquid alkaline cleaners |
DE4117032A1 (en) | 1991-05-24 | 1992-11-26 | Henkel Kgaa | SILICONE-CONTAINING DECORATIVE GRANULATE |
DE4216405A1 (en) * | 1992-05-18 | 1993-11-25 | Henkel Kgaa | Pumpable alkaline cleaner concentrates |
DE4228786A1 (en) | 1992-08-29 | 1994-03-03 | Henkel Kgaa | Dishwashing liquid with selected builder system |
JPH06108092A (en) * | 1992-09-28 | 1994-04-19 | Lion Corp | Strongly alkaline liquid detergent composition |
DE4323410A1 (en) | 1993-07-13 | 1995-01-19 | Henkel Kgaa | Pourable, phosphate-free foam control agent |
DE69402867T2 (en) | 1993-07-30 | 1997-12-18 | Unilever N.V., Rotterdam | TRIGLYCERIDOIL FACTIONING |
WO1995004124A1 (en) | 1993-08-02 | 1995-02-09 | Henkel Kommanditgesellschaft Auf Aktien | Foam regulating granulate and process for producing the same |
DE19507532C2 (en) * | 1995-03-03 | 2000-01-05 | Henkel Ecolab Gmbh & Co Ohg | Pasty detergent |
DE19519176A1 (en) * | 1995-05-24 | 1996-11-28 | Guenter Klockner | Cleaning metal articles such as bakeware contaminated with burnt-on organic residues |
DE19620249A1 (en) | 1996-05-21 | 1997-11-27 | Henkel Kgaa | Silicone free anti foaming agents for washing powders |
DE19616770A1 (en) | 1996-04-26 | 1997-11-06 | Henkel Kgaa | Acyl lactams as bleach activators for detergents and cleaning agents |
DE19617215A1 (en) * | 1996-04-30 | 1997-11-06 | Henkel Ecolab Gmbh & Co Ohg | Compact cleaner for commercial dishwashers |
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BR9713218A (en) * | 1996-09-24 | 2000-04-04 | Henkel Ecolab Gmbh & Co Ohg | Compact cleaner containing surfactant |
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1997
- 1997-09-23 DE DE19741874A patent/DE19741874A1/en not_active Ceased
-
1998
- 1998-09-12 EP EP98954274A patent/EP1017772B1/en not_active Expired - Lifetime
- 1998-09-12 HU HU0003891A patent/HUP0003891A3/en not_active Application Discontinuation
- 1998-09-12 WO PCT/EP1998/005811 patent/WO1999015613A1/en not_active Application Discontinuation
- 1998-09-12 PL PL98339560A patent/PL188588B1/en not_active IP Right Cessation
- 1998-09-12 SK SK419-2000A patent/SK4192000A3/en unknown
- 1998-09-12 NZ NZ504116A patent/NZ504116A/en unknown
- 1998-09-12 AT AT98954274T patent/ATE310793T1/en not_active IP Right Cessation
- 1998-09-12 TR TR2000/00768T patent/TR200000768T2/en unknown
- 1998-09-12 JP JP2000512908A patent/JP2001517729A/en active Pending
- 1998-09-12 DE DE59813232T patent/DE59813232D1/en not_active Expired - Lifetime
- 1998-09-12 AU AU11463/99A patent/AU740019B2/en not_active Ceased
- 1998-09-12 CZ CZ20001052A patent/CZ20001052A3/en unknown
- 1998-09-12 CA CA002304595A patent/CA2304595C/en not_active Expired - Lifetime
-
2000
- 2000-03-21 NO NO20001460A patent/NO20001460L/en unknown
- 2000-07-07 US US09/509,123 patent/US6800600B1/en not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
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Also Published As
Publication number | Publication date |
---|---|
CA2304595C (en) | 2009-10-27 |
CZ20001052A3 (en) | 2001-08-15 |
WO1999015613A1 (en) | 1999-04-01 |
US6800600B1 (en) | 2004-10-05 |
NO20001460D0 (en) | 2000-03-21 |
PL339560A1 (en) | 2000-12-18 |
DE59813232D1 (en) | 2005-12-29 |
TR200000768T2 (en) | 2000-09-21 |
PL188588B1 (en) | 2005-02-28 |
NO20001460L (en) | 2000-03-21 |
SK4192000A3 (en) | 2000-09-12 |
CA2304595A1 (en) | 1999-04-01 |
JP2001517729A (en) | 2001-10-09 |
HUP0003891A3 (en) | 2003-02-28 |
NZ504116A (en) | 2001-09-28 |
ATE310793T1 (en) | 2005-12-15 |
AU1146399A (en) | 1999-04-12 |
EP1017772B1 (en) | 2005-11-23 |
DE19741874A1 (en) | 1999-04-01 |
AU740019B2 (en) | 2001-10-25 |
HUP0003891A2 (en) | 2001-03-28 |
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